Working for Kylie Jenner might sound like a dream job to many people, but for Victoria Villarroel, there came a surprisingly relatable moment when she realized her time as the reality star’s assistant had come to an end. After spending five years by Jenner’s side, Villarroel has now opened up about the exact moment that made both of them realize their professional relationship had run its course.
Villarroel, who worked for Jenner from 2015 until 2020, shared the story on the Better Half with Stas and Vic podcast, which she co-hosts with Stassie Karanikolaou, one of Kylie’s closest friends. What makes the story so interesting is that the moment wasn’t dramatic or explosive. Instead, it was a small everyday interaction that suddenly made everything clear.
The Simple Moment That Changed Everything
According to Villarroel, the turning point happened during her fifth year working for Kylie. The two were in the kitchen when Jenner casually asked her to go upstairs and get her laptop. Normally, this would have been just another task in a long list of assistant duties, but Villarroel’s reaction surprised both of them. She joked that her immediate response was something like, “Oof, who’s gonna get that?” before adding that she didn’t really want to go upstairs and grab it. It was a lighthearted comment, but in that moment, both women understood something important had changed. What might be acceptable between close friends no longer fit the structure of an employer-employee relationship. That small exchange made Villarroel realize she had become too comfortable in the role. After years of being constantly around Jenner, the professional boundaries had blurred, and the relationship had naturally evolved into something more personal than formal.
From Assistant to Close Friend
Villarroel explained that when you spend every day with someone, it becomes almost impossible not to form a close bond. She said that over time, you end up knowing everything about that person and being present for both the good and the bad moments in their life. That closeness is what made the job so unique, but it also created the reason she eventually had to leave. When she first considered stepping away, Villarroel admitted she felt extremely nervous. She questioned whether she was making the right choice and worried that she might be walking away from the best job she would ever have. She also said people around her warned her against quitting, reminding her that many others would have done anything for a position like that.
Kylie’s Supportive Reaction
Despite the pressure, Kylie Jenner reportedly responded with complete understanding. Villarroel said Jenner was incredibly supportive and encouraged her to thrive on her own, reassuring her that she would continue cheering her on no matter what. That supportive response made the transition easier and showed just how strong their bond had become over the years. Even after Villarroel left the role in 2020, the two remained close friends. She previously said they had both agreed it was time to grow professionally apart, and that their friendship only became stronger afterward.
Still Close Years Later
Although Victoria Villarroel is no longer Kylie Jenner’s assistant, their relationship clearly didn’t end with her resignation. Years later, they are still part of each other’s lives, proving that sometimes leaving a job doesn’t mean losing the connection. In this case, a simple request for a laptop became the moment both women realized it was time for a new chapter — not as boss and assistant, but as lasting friends.
